New York
    For Sale
    • For Sale
    • For Lease
    • Recently Sold
    • Property Lookup
    • Brokers
    Property Types
    1
    • Retail
    • Office
    • Residential Income
    • Restaurants
    • Industrial
    • Mixed-Use
    • Hospitality
    • Health Care
    • Sports & Entertainment
    • Land
    • Agricultural
    • Specialty
    Price
    Price
    $
    $

    Dutchess County, NY Short Term Rental Properties for Sale

    Notify Me
    List
    Map
    Brooklyn, NY Queens, NY New York, NY
    Versatile Multi-Unit Property in Red Hook
    $899,000
    3,500 SF

    Versatile Multi-Unit Property in Red Hook

    32 Old Route 199, Red Hook, NY 12571

    Secluded property near the village with income potential.

    • Versatile property easily converted back to a single‑family home or used for multi‑generational living/rental income.
    • Four‑acre private lot with mature trees, gardens, decks, and pastoral views.
    • Two separate units: one with 4 bedrooms/3 bathrooms and a finished basement (currently rented), and another with 2 bedrooms/2 bathrooms (successful Airbnb).
    • Outbuildings include a cottage (studio/fitness space), former sheep barn (storage), and chicken coops.
    • Each unit features a wood‑burning fireplace and a wood stove.
    Updated: Apr 22
    View details
    Turn-Key Estate with Rental History
    $2,500,000
    4.30 Acres

    Turn-Key Estate with Rental History

    18 Stagecoach Ln, Amenia, NY 12501

    Georgian estate with cottages, renovated for vacation rentals.

    • Proven short‑term rental business: Turnkey investment with 9 years of profitable rental history.
    • Multiple income streams: Includes a main residence and three fully renovated, standalone rental cottages.
    • Commercial zoning & expansion potential: Zoned for commercial use, allowing for future development.
    • Luxurious amenities: Features a heated pool, putting green, walking trails, wine cellar, and other high‑end amenities.
    • Prime location: Minutes from hiking, dining, and the Berkshires, offering both tranquility and convenient access to local attractions.
    Updated: Mar 24
    View details
    Based on your search, we've compiled 2 Potential Opportunities for your consideration. Besides 2 Active listings in Dutchess County, NY, we suggest exploring several alternatives:

    Dutchess County, NY Short Term Rental Properties Investment Opportunities Market Analysis

    Explore 2 short term rental properties for sale in Dutchess County, NY on our real estate platform. These investment opportunities span a total of 3,500 square feet of properties for sale, with an estimated market value of $899,000.

    Sale prices for short term rental properties in Dutchess County, NY start at $899,000, averaging $899,000, and reaching up to $899,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

    List
    Map